1,1,1,4-tetraphenyl-3-(3-pyridyl)-2-aza-1,λ⁵-phosphabuta-1,3-diene | 185623-68-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,1,1,4-tetraphenyl-3-(3-pyridyl)-2-aza-1,λ⁵-phosphabuta-1,3-diene
• 英文别名: 1,1,1,4-tetraphenyl-3-(3-pyridyl)-2-aza-1λ⁵-phosphabuta-1,3-diene；triphenyl-[(Z)-2-phenyl-1-pyridin-3-ylethenyl]imino-lambda5-phosphane；triphenyl-[(Z)-2-phenyl-1-pyridin-3-ylethenyl]imino-λ5-phosphane
• CAS: 185623-68-1
• 化学式: C₃₁H₂₅N₂P
• 分子量: 456.527
• InChiKey: HLCUKDLLBRHTIH-QLTSDVKISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,1,1,4-tetraphenyl-3-(3-pyridyl)-2-aza-1,λ⁵-phosphabuta-1,3-diene 在 lithium perchlorate 作用下， 以 乙醚 、 氯仿 为溶剂， 反应 138.0h， 生成
  参考文献：
  名称：

  Aza-Wittig Reaction of N-Vinylic Phosphazenes with Carbonyl Compounds. Azadiene-Mediated Synthesis of Isoquinolines and 5,6-Dihydro-2H-1,3-oxazines

  摘要：

  N-Vinylic phosphazenes 4 are obtained by reaction of phosphorus ylide 5 and nitriles 6. Aza-Wittig reaction of phosphazenes 4 with aldehydes leads to the formation of 2-azadienes 1, which are easily converted into isoquinolines 2. Reaction of conjugated phosphazenes 4 with ethyl glyoxalate affords 5,6-dihydro-2H-1,3-oxazines 9 in a regio- and stereoselective fashion, while heterodienes 1 react with ethyl glyoxalate and diethyl ketomalonate giving 1,3-oxazines 11 and 12.

  DOI：

  10.1021/jo961664n
• 作为产物：
  描述：

  3-氰基吡啶 、 苄基三苯基鏻碘化物 在 甲基锂 作用下， 生成 1,1,1,4-tetraphenyl-3-(3-pyridyl)-2-aza-1,λ⁵-phosphabuta-1,3-diene
  参考文献：
  名称：

  Aza-Wittig Reaction of N-Vinylic Phosphazenes with Carbonyl Compounds. Azadiene-Mediated Synthesis of Isoquinolines and 5,6-Dihydro-2H-1,3-oxazines

  摘要：

  N-Vinylic phosphazenes 4 are obtained by reaction of phosphorus ylide 5 and nitriles 6. Aza-Wittig reaction of phosphazenes 4 with aldehydes leads to the formation of 2-azadienes 1, which are easily converted into isoquinolines 2. Reaction of conjugated phosphazenes 4 with ethyl glyoxalate affords 5,6-dihydro-2H-1,3-oxazines 9 in a regio- and stereoselective fashion, while heterodienes 1 react with ethyl glyoxalate and diethyl ketomalonate giving 1,3-oxazines 11 and 12.

  DOI：

  10.1021/jo961664n

文献信息

• Reactions of N-vinylic phosphazenes with azodicarboxylic and acetylenic esters
  作者：Francisco Palacios、Concepción Alonso、Gloria Rubiales、Jose Marı́a Ezpeleta

  DOI：10.1016/j.tet.2004.01.052

  日期：2004.3

  N-Vinylic phosphazenes react as enamines (1,4-addition) with azodicarboxylic esters, whereas different behavior is observed when these phosphazenes react with dimethyl acetylenedicarboxylate (3,4-addition). A [2+2] cycloaddition reaction of the vinyl moiety of vinylic phosphazenes with the acetylenic triple bond of the acetylenic esters followed by a ring opening leads to the formation of functionalized conjugated

  N-乙烯基磷腈作为烯胺（1,4-加成）与偶氮二羧酸酯反应，而当这些磷腈与乙炔二羧酸二甲酯（3,4-加成）反应时，观察到不同的行为。乙烯基磷腈的乙烯基部分与炔属酯的炔三键的[2 + 2]环加成反应随后开环导致形成官能化的共轭磷腈。